Azo dye.



. the temperature of which has to be kept at UNITED sTArEsr tfrEN'r OFFICE.

HEINRICH JORDAN AND WlLliELM NEELMEIER, F LEVERKUSEN GERMANY, A SSIGNORN 'lO FARBENFABBIKEN VORM. FRIEDR BA YER dz OF ELBERFELI), (GERMANY. A (0R- PORATION 1* GE EMA NY.

Application filed December 29, 1908.

To all whom it may concern:

Be it known that we, Hnizvntcn JORDAN and \Vimminu Kennnmnu, doctors of philosophy, chemists, citizens of the German Empire, residing at Leverkusen, Germany, Kingdom of lrussin, have invented new and useful Improvements in New Azo Dye, of which the following is a specification.

The present invention relates to the manufacture and production of new disazo dyestnfis capable of dyeing unmordented cotton. The process for their production conaisle in combining tetrazo compounds prepared from pa ru-diamins, with one molecule of t; l-ncidylamino-B-nuptholm0110-, dior polysulfonic acid or with one molecule of a derivative thereofand then combining the intermediate compounds thus formed with one molecule of a monoacetylized meta-diamin in which the hydrogen in the benzene nucleus in para-position to the non-substituted amino group has not been replaced by other groups or with one molecule of 'a derivative of the latter compounds, or vice versa. The new dyestuli's thus obtained are in the 5113 e of their alkaline salts dark powders so uble-in water. U on reduction with zinc dust and acetic nci they are decomposed, a para-diamin, an l-acidylamino- 7-amino-8 naphthol sulfonic acid and a monoacetylized triamin being formed. They dye unmordanted cotton generally from red to violet shades. I The dyes can be dinzotized on the fiber and further combined with amine or phenols. If for instance combined with beta-11a hthol, the generally roduce ure blue sl ades, whic on being ischarge a pure white.

in order to illustrate the new process more fully the following example is given, the ports being by we ght: 244 parts of dia msidin are iazotized in the usual manner-by means of 138 parts of sodium nitrite end the necessary quantity of h drochloric acid; the free hydrochloric aci is almost completely neutralized with sodium carbonute and an aqueous solution of 405 parts of lqwetylamino-8-nnphthol-4,G-disulfonate of sodium and 300 parts of sodium carbonatein water is then added to the tetrazo compound which has to be well stirred and about 10?- C. the formation 0 the compound complete a solu- Specification of Letters Patent.

with hydrosulfite leave Patented March 23, 1909. Serial No. 469,773.

tion of 1.6% ports of -neetylniniuo-Q-innino toluene in water is added and the mixture is stirred for about two days until the formation oi the disuzodyestufl" is complete. The solution is now heated with continuous stirring for some hours to from -l060 C. and the dyestuif' is then precipitated by the addition of common salt, filtered oil and dried. The new dye thus obtained is in the shape of its sodium salt a dark powder which is soluble in water with a reddishriolet color and which is soluble in conr'cutruled sulfuric acid with a blue color. liy reduction with zinc dust and ncetic acid, diuuisidin. l-acetylamino 7-umino-S-nnphthol-lltdisnlfoiliq acid and Laeetylaniino- :i.(i-(.ll21Illlllil--lllfl!tllyllJOl'lZtllt are obtained. The new dyestufl' dyes unmordunted cotion violet shades, which after dinzotution on the fiber and combination with beta-nnpb 'lhol, change into pure greenish-blue shades fast in wushing' leavingnfter beingulischarged with hydrosullite a pure white.

The process is carried out in an analogous manner on using other pnrzedinmins, c. 1,". benzidin, tolidin, ethoxy-benzidin, benzidln sulfonic acids etc. or on using other of the ubore mentioned nxo dyestufl' components, c. g. benzoylor ncetyl-LS-an1inonaphthol- 3.6-disulfonic arid, ncelyl-l.8-uuiimn1nplr thol-4-sulfonie acid, benmyl-LS-nminonaphtho]-4:.Gdisulfonie acid and on the other hand instead of l-ucetylnmiiio-Q-uniinotoL none; 4 ncetylnmino 2 tuninonl'lisol, 4 acetylamino 2 -aminophenetol, acetyl-metnphenylenedia min, ncetyl-chloro-metn-phenylenedinniin, mono-acetylmetediaminophenylether etc.

Having now described our invention and in what manner the so me is to be performed what we claim as new and desire to secure by Letters Patent is 1. The herein-described new uzo dyestuffs obtainable from pairu-diainins, acidyl-perr aminonaiphthol ..sulfonie acids and monoacet-ylized niet-a-diamins in which the hydrogen in the benzene nucleus in para osition to the non-substituted amino group ms not been replaced by other groupsjwlich dyestufi's are, after being dried ztnd pulrerized, in the she go of their nlkaline salts dark powders soluble in water, yielding upon reduction with zinc dust and aceticmcid an acidylemino- 7 amino 8 naphthol suil'onic acid, a. die-min and an acetyl-tria min, and

dyeing cotton from red to violet shades; which after diazotation on the fiber and combination with beta-naphthol change into blue shades fast to washing leaving after being discharged with hydrosulfite a pure white, substantially described.

. 2. The herein-described new azo dyestufl which can be obtained from dianisidin, 1- acetylamiii0-8-naphthol-4.6-disulfonic acid and i-acetylamino-Q-aminotoluene, which dyestufl is, after being dried and pulverized, in the shape of its sodium salt a dark powderwhich is soluble in Water with a reddishviolet color, and which is soluble in concentrated sulfuric acid with a blue color; yielding 11 on reduction with zinc dust and acetic acid ianisidm, l-acetylamino 7 ammo 8 naphthol 46 disulfonic acid and l acetylamino-3.6-diamino-4-n1ethylbenzene; dyeing cotton violet shades which after diazotation on the fiber and combination with betanaphthol change into pure greenish-blue shades fast to washing and leaving after be ing discharged with hydrosulfite a pure white, substantial] as described.

In testimony w creof we have hereunto set our hands in the presence of two subscribing witnesses.

i HEINRICH JORDAN.

it. a]

WILHELM snowmen. [1 s.]

Witnesses:

OTTO Ken 10, \VALTER EPKISKA MP. 

